Yung Schmoobin

Simon Orr, better known by his stage name Yung Schmoobin, is an American rapper who was the CEO and one of the founders of the Flex Entertainment record label. He managed most affairs on the label including new signees. He currently resides in Lecompton, Kansas. He is no longer the CEO and is currently independent.

2017: Early Career
On August 20, 2017, Simon Orr aka Yung Schmoobin uploaded his first song to YouTube, “YouTube Money,” and then uploaded “RisinLikeVerizon,” on December 9. Around this time he was on a label called 77descending.

2018: Flex Entertainment Formation
Schmoobin discovered Brad Taste in Music through his YouTube channel in February 2018. After watching his reaction videos, he found out that Brad made meme rap as well. Schmoobin then reached out to Brad to collab on the YouTube Money Mixtape, which was eventually released in May.

On June 14, Brad released a reaction video to Yung Schmoobin’s YouTube Money Mixtape. Around this time, Adam Barnes, aka A.J., reached out to Schmoobin to work on and share music, and Schmoobin discovered Lil Flexer through TheTopTens.com. 77descending also seemed to have gone defunct.

Schmoobin was planning on getting a large amount of people to appear on a remix of YouTube Money, and Brad introduced him to just the right group. Schmoobin then reached out to all of those artists (excluding Submarine Man) to contribute verses to the eight minute remix of “YouTube Money,” The track was then released on December 24.

Shortly after the remix of YouTube Money, Schmoobin suggested that Old Man Dad Records (Lil Flexer's label) and Asseating Records (Lil Mosquito Disease's label) should merge to make a new label. They agreed and the 2 labels merged to make Flex Entertainment. Due to the merge being Schmoobin's idea, he was the both main founder and CEO of the label. Lil Mosquito Disease and Lil Flexer also became the other 2 execs, followed by Beetlebat becoming exec as well in early 2020 due to creating the Flex Entertainment Hot 100, and Lil Toy Yoda becoming an exec in June 2020.

He left Flex Entertainment on August 19, 2020 and resigned as CEO.

Mixtapes

 * YouTube Money Mixtape (2018)
 * Yung Boy Flexin (2019)
 * Eat, Sleep, Flex, Repeat (2020)

EPs

 * It’s 9:30 PM and I’m Bored (2019)
 * Sad Lives Matter (2019)